6-arylpyrimidines and herbicidal use
AssigneeRohm and Haas Company
InventorColin M. Tice
Life of this patent
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Abstract
A class of 6-arylpyrimidines which is useful in the control of weeds is of the general formulae: ##STR1## wherein R.sup.2 is selected from hydrogen, halo, substituted or unsubstituted alkyl, haloalkyl, polyhaloalkyl, haloalkenyl, polyhaloalkenyl, haloalkynyl, polyhaloalkynyl, alkenyl, alkynyl, alkoxy, alkylthio, alkoxycarbonylalkyl, cyano, alkoxyalkyl, alkoxycarbonyl, cycloalkyl, aralkyl, alkylamino, dialkylamino, or dialkylaminocarbonyl group; R.sup.3 is an alkyl, alkenyl, alkynyl, or haloalkyl group; R.sup.5 is an alkyl, alkenyl, alkynyl, alkenynyl, or alkoxyalkyl, group; R.sup.6 is an aryl group (e.g. aromatic ring); and X is oxygen or sulfur. R.sup.2 and R.sup.3 may form a fused ring.
Claims4
A compound of the formula ##STR10## wherein (a) R.sup.2 and R.sup.3 are fused into a two to five membered link moiety selected from --(CH.sub.2).sub.2-5 --, --O(CH.sub.2).sub.1-4 -- or --S(CH.sub.2).sub.1-4 -- wherein the O or S atom is bonded to the carbon atom at the 2-position of the pyrimidinone ring;
- (b) R.sup.5 is a (C.sub.2 -C.sub.4)alkenyl;
- (C.sub.2 -C.sub.6)alkynyl;
- (C.sub.1 -C.sub.4)alkoxy(C.sub.1 -C.sub.4)alkyl;
- or (C.sub.5 -C.sub.6)alkenynyl group;
- (c) R.sup.6 is a furyl, phenyl, pyridyl, or thienyl group, each of said group is optionally substituted with up to three substituents independently selected from bromo;
- chloro;
- fluoro;
- (C.sub.1 -C.sub.12)alkyl;
- cyclo(C.sub.3 -C.sub.8)alkyl;
- (C.sub.2 -C.sub.12)alkenyl;
- cyclo(C.sub.3 -C.sub.8)alkenyl;
- (C.sub.2 -C.sub.12)alkynyl;
- halo(C.sub.1 -C.sub.12)alkyl;
- polyhalo(C.sub.1 -C.sub.12)alkyl;
- halo(C.sub.2 -C.sub.12)alkenyl;
- polyhalo(C.sub.2 -C.sub.12)alkenyl;
- halo(C.sub.2 -C.sub.6)alkynyl;
- polyhalo(C.sub.2 -C.sub.6)alkynyl;
- (C.sub.1 -C.sub.12)alkoxy;
- (C.sub.1 -C.sub.12)alkylthio;
- (C.sub.1 -C.sub.12)alkylsulfonyl;
- (C.sub.1 -C.sub.12)alkylsulfinyl;
- phenyl;
- phen(C.sub.1 -C.sub.12)alkyl;
- phen(C.sub.2 -C.sub.12)alkenyl;
- phen(C.sub.2 -C.sub.12)alkynyl;
- cyano;
- halo(C.sub.1 -C.sub.6)alkoxy;
- carboalkoxy;
- and nitro;
- and
- (d) X is oxygen or sulfur.
A herbicidal composition comprising a herbicidally effective amount of a compound of the formula ##STR11## wherein (a) R.sup.2 and R.sup.3 are fused into a two to 5 membered link moiety selected from --(CH.sub.2).sub.2-5 --, --O(CH.sub.2).sub.1-4 -- or --S(CH.sub.2).sub.1-4 -- wherein the O or S atom is bonded to the carbon atom at the 2-position of the pyrimidinone ring;
- (b) R.sup.5 is a (C.sub.1 -C.sub.4)alkyl;
- (C.sub.2 -C.sub.4)alkenyl;
- (C.sub.2 -C.sub.6)alkynyl;
- (C.sub.1 -C.sub.4)alkoxy(C.sub.1 - C.sub.4)alkyl;
- or (C.sub.5 -C.sub.6)alkenynyl group;
- (c) R.sup.6 is a furyl, phenyl, pyridyl, or thienyl group, each of said group is optionally substituted with up to three substituents independently selected from bromo;
- chloro;
- fluoro;
- (C.sub.1 -C.sub.12)alkyl;
- cyclo(C.sub.3 -C.sub.8)alkyl;
- (C.sub.2 -C.sub.12)alkenyl;
- cyclo(C.sub.3 -C.sub.8)alkenyl;
- (C.sub.2 -C.sub.12)alkynyl;
- halo(C.sub.1 -C.sub.12)alkyl;
- polyhalo(C.sub.1 -C.sub.12)alkyl;
- halo(C.sub.2 -C.sub.12)alkenyl;
- polyhalo(C.sub.2 -C.sub.12)alkenyl;
- halo(C.sub.2 -C.sub.6)alkynyl;
- polyhalo(C.sub.2 -C.sub.6)alkynyl;
- (C.sub.1 -C.sub.12)alkoxy;
- (C.sub.1 -C.sub.12)alkylthio;
- (C.sub.1 -C.sub.12)alkylsulfonyl;
- (C.sub.1 -C.sub.12)alkylsulfinyl;
- phenyl;
- phen(C.sub.1 -C.sub.12)alkyl;
- phen(C.sub.2 -C.sub.12)alkenyl;
- phen(C.sub.2 -C.sub.12)alkynyl;
- cyano;
- halo(C.sub.1 -C.sub.6)alkoxy;
- carboalkoxy;
- and nitro;
- (d) X is oxygen or sulfur;
- and
- (e) an inert agronomically acceptable carrier.
Dependencies are inferred from the claim text.